Disazo dye and process of making the same.



No Drawing.

"TUNYMED efiin'rae torrent? anion,

PAUL VOLKMANN, 0F ELBERFELD, GERMANY, ASSIGNO'B. TO FARBENFABRIKEN VORM. FRIEDR. BAYER & 00., 0F ELBERFELD. GERMANY, A CORPORATION OF GERMANY.

DISAZO DYE AND FROCESS income.

Specification of Letters Patent.

Application filed February 4, 1910. Serial No. 542,119.

OF MAKING THE SAME.

Patented Mar. 10, 1912.

To all whom it may concern: 1

tor of philosophy, chemist, citizen of the German Empire, residing at Elbcrt'eld, Kingdom of'Prussia, Germany, have iiivented new and useful Improvements in Disazo Dyes and Processes of lrlaking the Same, of which the following is a specifier tion. My present invention relates to the manufacture and production of new am dyestuffs which after dyeing or printing can be conibined on the fiber with diazo-parienitroanilin, producing shades varying generally from red to violet to blue.

The process for the production of the new azo dyestufi's consists in combining the diazo compoui'ids of monoacidylized aro matic diamins, especially phcnylenmliamins and to luylcnediamins and derivatives thereof with one molecule of 2.2-dinaphthylaniinfih-dioxy-TT-disultonic acid of the formula: S0;II\-//\\/\\/NII\/ .-;o,u

(ill eliminating the acidyl group from the amino grou p oi the i'nouoazo dyes so produced, then diazotizing them and combining the resulting diazo compounds with one molecule of a imphthol compound, especially a naphthol sulionic acid 2.5.7-amiuouaphthol sulionie acid and a 2.5m-aminonaphthol sulfonic acid substituted in the amino group. ()n dyeing or printing these dyes on cotton and combining, them on the fiber with diazotized nitranilins shades generally vary ing from red to violet to blue ttI'G'Obttlllltt'l which are remarkable for their fastness to washing. The shaiiles can be discharged to a pure White by means of hydrosultite.

The new dyes yield by reduction with stannous chlorid and hydrochloric acid a diainin, an ainixiii-2.2-dinaphthylainin-7.7 disulfonic acid and an aminonaphthol sulfonic acid.

In order to illustrate the new process more fully, I can proceed as fol lows, the parts being by weight :--1:" 0 parts oi? nna-amino acetanilid arc diazotizcd and the diazo comound is added to a solution of parts of l-napht hol-ii-sulionic acid in a solution of 180 parts of sodium carbonate in 2000 parts of water. The combination is complete after one hour. In order to eliminate the acetyl group concentrated caustic soda lye is added to the mixture which is then heated to 95 C. for one hour. The saponitied product is then diazotized in the usual way and the resulting diazo compound is added to a solution of 505 parts of 2.2- dinaphthylamin 5.5 dioxy-TT-disulfonic acid in 5000 parts of water containing an excess of sodium carbonate. The mixture which must be alkaline is stirred for 6 hours until the combination is finished. It is then heated to C. the dye is salted out, filtered and dried.

A. dye bath is prepared from 1000 parts of water, 4 parts of the above described dyestu'll. 2 parts of calcined sodium carbonate and 30 parts'o't (llauber salt. 100 parts of cotton are entered, the bath is heated to boiling in the course of half an hour and the boiling is continued for halt an hour. The goods which are dyed blue are then treated in the usual way with diazotized paranitranilin, exposed to air and rinsed. A, deep blue fast to washing is thus obtained which can be discl'iarged to a pure white with bydrosulfites. '.l.hccotton can also be padded or printed with these dyestnli'e and can then be combined on the fiber with diazotizcd nitrunilins.

The process for the manufacture of the dycstu'ti's is carried out in an analogous manner on using other of the above menlioncd components, 0. g. monobenzoylaneta- 1 henyleiiediauiin, iuonobenzoyl meta or para toluene li:i min, mono oxalyl para plieuylci'iediainin, Q-fiirmylaminot-anisidin or on the other hand Lnnphthol-:- or 5-sulionic acid, Z-pheuylaniino-5-naphth0l7-su1- tonic acid, 2.5.7-an'iinonaphthol sulfonic acid or Jracetylaniino-S-naphthol -sulfonic acid, etc.

I claim:

The lierein-described new azo dyestuffs, obtainable from -diamins, 2.2-dinaphthylaniin-fifl-dioxy-TJ-disullo acid and 'azocoupling substances'whi .h after drying and pulvcrizing are dark powders, soluble in atcr with blue color, insoluble in cold concentrated hydrochloric acid, golubha in cold sulfuric acid oi? 60 136.. with greenish blue color from which solution they are pretoo cipii'aied as bluish flakes by the addition 0f Water, which dyesiuffs can be rediazmbized on the fibzr and when developed with plljib nitranilin'produce fast shades varying from red to viele'n to bluegand which yest-ufi can be discharged on the fiber to a pure White means of hyflrosulfitg substantialiy as described.

In testimony whereof I have hereunto set my hand mthe presence of two subscmbmg i0 -minesses.

Witnesses O'r-ro KijNIG, CHAS. J. WRIGHT; 

